HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 983805Generated: November 2, 2026
Phenylboronic Acid → HCID 22556974, compound
https://huagongshe.com/reaction/983805
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 3-bromo-2-hydroxy-5-methylbenzaldehyde | HCID 2757015 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Potassium Carbonate | HCID 11430 | — |
| Product | HCID 22556974 | HCID 22556974 | 50.5% |
Reaction Steps
A mixture of 3-bromo-2-hydroxy-5-methylbenzaldehyde (0.30 g, 1.40 mmoles), phenyl boronic acid (0.20 g, 1.67 mmoles) and tetrakis(triphenylphosphine)palladium(0) (81 mg, 0.07 mmoles) in toluene (10 ml) and 2M K2CO3 (3 ml) was heated to 80° C. for 2 hr. The reaction mixture was cooled to ambient temperature, diluted with ether (100 ml) and washed with NaHCO3. The organic layer was dried (MgSO4), filtered and concentrated to yield a residue which was purified using flash chromatography (10% ethyl acetate/hexanes) to yield 0.15 g (49%) of the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06867200B1 |
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| Source dataset | uspto-grants-2005_03 |
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| ORD ID | ord-cf82e8c79a044ef2bbf0875d9021a4bf |
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| Source note | uspto-grants-2005_03 |
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